4-O-beta-Glucopyranosyl-cis-couMaric acid

Base Information

• Chemical Name: 4-O-beta-Glucopyranosyl-cis-couMaric acid
• CAS No.: 117405-48-8
• Molecular Formula: C15H18O8
• Molecular Weight: 326.29862
• Mol file: 117405-48-8.mol

Synonyms:4-O-beta-Glucopyranosyl-cis-couMaric acid;(2Z)-3-[4-(beta-D-Glucopyranosyloxy)phenyl]-2-propenoic acid

Chemical Property of 4-O-beta-Glucopyranosyl-cis-couMaric acid

Chemical Property:

• Boiling Point: 631.4±55.0 °C(Predicted)
• PKA: 4.44±0.10(Predicted)
• PSA: 136.68000
• Density: 1.538±0.06 g/cm3(Predicted)
• LogP: -1.03690
• Storage Temp.: Amber Vial, -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly), Water (Slightly)

Purity/Quality:

95%-98% ^*data from raw suppliers

4-O-beta-Glucopyranosyl-cis-coumaric acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 4-?O-?β-?Glucopyranosyl-?cis-?coumaric Αcid is a flavonol glycoside which is used for its inhibitory effect on lipopolysaccharide-induced nitric oxide production.

Technology Process of 4-O-beta-Glucopyranosyl-cis-couMaric acid

There total 19 articles about 4-O-beta-Glucopyranosyl-cis-couMaric acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

methyl 4-[(2',3',4',6'-tetra-O-acetyl)-β-D-glucopyranosyl]coumarate (66642-77-1) → E-4-O-β-D-glucopyranosyl-p-coumaric acid (117405-49-9,117405-48-8,14364-05-7)

Guidance literature:

With sodium hydroxide; In methanol; at 20 ℃; for 8h;

DOI:10.1021/jf071205v

Reference yield: 83.0%

methyl 4-(2',3',4',6'-tetra-O-acetyl-β-D-galactopyranosyl)coumarate → 4-O-β-D-galactopyranosyl trans-p-coumaric acid (117405-48-8,14364-05-7)

Guidance literature:

With water; sodium hydroxide; In methanol; at 20 ℃; for 1h;

Reference yield: 76.0%

benzyl 4-(2',3',4',6'-tetra-O-acetyl-β-D-galactopyranosyl)coumarate → 4-O-β-D-galactopyranosyl trans-p-coumaric acid (117405-48-8,14364-05-7)

Guidance literature:

With water; sodium hydroxide; In methanol; at 20 ℃; for 1h;

upstream raw materials:

p-Coumaric Acid

4-O-(6''-O-p-coumaroyl-β-D-glucopyranosyl)-p-coumaric acid

protoplumericin

methyl 4-[(2',3',4',6'-tetra-O-acetyl)-β-D-glucopyranosyl]coumarate

Downstream raw materials:

methyl glucosyl-p-coumaroate

D-glucose

(Z)-p-coumaric acid

p-Coumaric Acid

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